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101 Lighthouse Road Unit 2205, Hilton Head Island
$730,000
2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512531 MLS
101 Lighthouѕe Road ⵌ2205 οfferѕ аn іncrеdіble opportunity tο own іn the heart of Sea Pines! Located in desirable Heritage Villas, this property puts you just minutes from the shops, dining, marina, and iconic charm of Harbour Town. Enjoy the Lowcountry lifestyle with easy access to biking, tennis, golf, dining, and all that Sea Pines has to offer. Heritage Villas features beautifully landscaped grounds and a community pool, making this an ideal Hilton Head retreat, primary residence, second home, or investment property. Whether you're spending the day exploring Sea Pines, relaxing by the pool, or biking into Harbour Town for dinner and sunset views, this villa places you in the center of one of Hilton Head Island's most sought-after destinations.

101 Lighthouse Road Unit 2205, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

58 Cobia Court, Hilton Head Island
$450,000
4 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-512587 MLS
If you've been searching for a Hilton Head Island property that gives you more than just a place to call home, this is the one to put at the top of your list. Set on a generous over half-acre in the desirable Squire Pope area, this spacious 4-bed, 2.5-bath home delivers something that's increasingly hard to find on HHI: space, flexibility, privacy, and possibilities. Whether you're an entrepreneur looking for room to run your business, a contractor or tradesperson needing garage and storage space, a creative who wants a workshop, or simply someone who refuses to be boxed in by an HOA, this property gives you the freedom to think bigger. The detached garage and multiple sheds provide an abundance of storage and workspace options - perfect for equipment, tools, hobbies, projects, or that business venture you've been dreaming about. And with no HOA, you have the flexibility to personalize and utilize your property in a way that fits your lifestyle. The over a half-acre lot gives you breathing room that's becoming increasingly rare on Hilton Head Island. And then there's the location. Tucked away in the sought-after Squire Pope area, you'll enjoy a peaceful, private setting while still being just minutes from the best of Hilton Head - pristine beaches, restaurants, shopping, boating, entertainment, and all the coastal lifestyle that makes the island so special. This isn't just a home - it's a property with potential. Bring your business, your projects, your toys, your ideas, and your vision. If you're looking for a little more elbow room and a lot more freedom on Hilton Head Island, you've just found it.

58 Cobia Court, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

62 Cypress Marsh Drive, Hilton Head Island
$725,000
3 Beds ⋅ 2 Baths ⋅ 1,635 SqFt. ⋅ HILTONHEAD-512909 MLS
Beautіful golf courѕе viеwѕ аnd eаѕy one-level livіng awаit at 62 Cypress Marsh Drive in Hilton Head Plantation. This inviting 3-bedroom, 2-bath home is filled with natural light and features a spacious kitchen with newer cabinetry, LVP flooring throughout, vaulted ceilings in the living room, and a comfortable, functional floor plan. Enjoy peaceful views of Bear Creek Golf Course from the screened porch or paved patio, perfect for morning coffee, outdoor dining, or simply relaxing. Additional highlights include an oversized 2-car garage and a newer HVAC system. Well maintained and move-in ready, this home also offers access to Hilton Head Plantation's exceptional amenities, including community pool, a lazy river, miles of leisure trails, beach access, golf, and more.

62 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

1 Tanglewood Drive Unit 504, Hilton Head Island
$515,000
2 Beds ⋅ 2 Baths ⋅ 980 SqFt. ⋅ HILTONHEAD-512748 MLS
FULLY FURNISHED and tucked into the Tanglewood Villas building closest to the beach path, this beautifully updated 2-bedroom townhouse captures the easygoing Forest Beach lifestyle from the moment you arrive ... Step inside to a bright, relaxed coastal interior where an OPEN KITCHEN DESIGN creates a natural gathering space, complemented by elegant MARBLE surfaces, rich HARDWOOD FLOORS, crisp SHIPLAP walls, and SMOOTH CEILINGS that give the home a clean, finished feel ... Just beyond the living space, the private deck overlooks the community pool, framed by mature live oaks and lush Lowcountry landscaping - the perfect setting for morning coffee, an afternoon break after the beach, or a quiet evening under the trees ... Thoughtful updates continue throughout with a Trane HVAC system, Rheem water heater, full-size washer and dryer, generous floored attic storage, and custom storage tucked beneath the stairs ... Outside, Tanglewood Villas offers a gated community pool, grilling areas, towering live oaks, palmettos, and tropical landscaping that gives the entire setting a true island feel ... Best of all, you can leave the car behind and stroll to the BEACH, Coligny Plaza, Lowcountry Celebration Park, the Tiki Hut, Pool Bar Jim's, restaurants, shops, walking paths, playgrounds, entertainment, and some of the most loved spots in South Forest Beach ... Offered in pristine, TURNKEY condition, this is the kind of Hilton Head property that works equally well as a SECOND HOME, VACATION RETREAT, or SHORT-TERM RENTAL - a comfortable coastal escape where the beach, pool, dining, and entertainment are all right outside your door.

1 Tanglewood Drive Unit 504, Hilton Head Island

Listing courtesy of Real Broker, LLC.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island
$599,000
2 Beds ⋅ 2 Baths ⋅ 1,203 SqFt. ⋅ HILTONHEAD-512893 MLS
Welcome to Sarah's Cottage at Bryant Park Cottages, a beautifully maintained detached home nestled in the heart of Mid-Island Hilton Head. Inspired by the renowned Ross Chapin neighborhood design, this charming community embraces "front porch" living, creating a warm and welcoming sense of connection. From the inviting front porch, enjoy tranquil views across the expansive community courtyard toward the community pool. Garden trails wind throughout the neighborhood, adding to the peaceful, walkable setting and inviting residents to slow down and enjoy the outdoors.Inside, thoughtful design and recent updates make this cottage truly move-in ready. The primary suite is conveniently located on the main level, while vaulted cathedral ceilings and skylights fill the living spaces with natural light. A gas fireplace creates a cozy focal point, complemented by built-in shelving that adds both character and functionality. The updated kitchen features all-new stainless steel appliances, while LVP flooring extends throughout the home. The entire interior has also been recently painted, offering a fresh, cohesive feel.The private detached garage provides secure parking and valuable additional storage, with convenient pull-down attic stairs leading to the attic space. A new HVAC system adds to the home's comfort and peace of mind.Bryant Park Cottages offers a unique blend of neighborhood charm, community amenities, and low-maintenance island living. With its inviting architecture, generous courtyard, pool, garden trails, and welcoming front-porch lifestyle, this is a special place to call home. Conveniently located near the Cross Island Parkway, Sarah's Cottage provides easy access to both sides of Hilton Head Island, making trips to the beaches, shopping, dining, golf, and other island amenities a breeze. Come experience the charm of cottage living in one of Mid-Island's most distinctive communities.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

137 Cordillo Parkway Unit 6002, Hilton Head Island
$675,000
3 Beds ⋅ 3 Baths ⋅ 1,941 SqFt. ⋅ HILTONHEAD-512886 MLS
Welcomе to 137 Cordillο Ρarkwау, Ѕuitе 6002, а beautifully furnished 3‐bedrοom, 2.5-bath Hilton Head Island retreat offered at $675,000.Whether you are searching for your own beach getaway or an investment opportunity, this property offers the perfect combination of comfort, convenience, and island lifestyle. The spacious floor plan comfortably sleeps up to eight guests and comes fully furnished, making it easy to begin enjoying the property from day one.One of the highlights of the home is the relaxing back patio and porch area-the perfect place to unwind after a day at the beach. Community amenities include three swimming pools, convenient elevator access, and a private walkway providing direct access toward the beach.Enjoy an approximately eight-minute scenic walk along the shaded pathway to the sand, with convenient access to a wonderful beachfront restaurant along the way. Whether spending the day by the pool, relaxing on the beach, enjoying nearby dining, or simply taking in the laid-back Hilton Head atmosphere, this property offers an exceptional coastal experience.Ideal for an owner-occupant, second-home buyer, or investor seeking rental potential. Forecasted rental projections are available upon request.Schedule your private showing today and come experience everything this Hilton Head Island property has to offer.

137 Cordillo Parkway Unit 6002, Hilton Head Island

Listing courtesy of Douglas Lane Real Estate Group.

8 Old Military Road, Hilton Head Island
$1,499,900
3 Beds ⋅ 3 Baths ⋅ 2,431 SqFt. ⋅ HILTONHEAD-512571 MLS
Located within the coveted Heritage Woods neighborhood of Sea Pines Resort, this classic three bedroom, three bath home represents a dynamic real estate opportunity. This single floor property boasts dual living areas, large bedrooms and peaceful reading and relaxation nooks. A flexible room on the home's opposite side offers a rare fourth sleeping space or quiet office - complete with a full bath. The home's private swimming pool is framed by Brazilian hardwood decking and wrap-around rear fencing ensures upmost privacy for family and guests. The spacious floor plan offers modern functionality while enduring touches such as the brick fireplace and built in bookshelves lend a timeless charm. Hilton Head Island's award wining beaches are within near distance via Sea Pines' convenient beach paths while the leisurely pursuits of Harbour Town and South Beach are within a short biking distance. This fully furnished home is currently on the short term rental market and represents a turnkey opportunity for a buyer seeking an immediate investment or a ready canvas to create their own island escape.

8 Old Military Road, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

40 Folly Field Road Unit C147, Hilton Head Island
$265,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512847 MLS
Steps to the Beach! This nicely updated villa offers a convenient location, comfortable living space, and an established rental history. Features include an updated kitchen, a new bathroom with a beautiful walk-in shower, and tile flooring throughout. The cozy bunk beds make great use of the space, while the private balcony provides a nice spot to relax and enjoy the outdoors. Resort amenities include an oceanfront pool with seasonal food service, lighted tennis courts and pro shop, fitness center, playground, on-site restaurants, and 24-hour security. With the beach just steps away and plenty of amenities to enjoy, this villa is a great opportunity for a beach getaway or investment property.

40 Folly Field Road Unit C147, Hilton Head Island

Listing courtesy of Keller Williams Realty.

18 Sandpiper Street, Hilton Head Island
$1,375,000
HILTONHEAD-512843 MLS
Rare oрportunitу tο sесurе onе οf the largest and most рrivаte properties in North Forest Beach, just a short stroll from the beach. Tucked at the end of a quiet cul-de-sac, 18 Sandpiper Street offers an oversized wooded property nearly double the average lot size in Forest Beach, providing exceptional privacy and a unique opportunity to reimagine a property near the ocean. The expansive setting offers flexibility for creating an incredible outdoor living environment, including room for a private pool. A grandfathered detached shed adds another unique element with potential to complement the property's future vision. An existing 3BR/2BA single-level home currently occupies the property and has a strong history of owner-managed rentals, offering the ability to enjoy or generate income from the property while considering its long-term potential. Located moments from the beach, Coligny Plaza, Lowcountry Celebration Park, restaurants, shopping, and everything Forest Beach has to offer, homesites of this scale and privacy are increasingly difficult to find this close to the ocean. Whether preserving the existing home or reimagining the property for the future, 18 Sandpiper Street presents a rare opportunity in one of Hilton Head Island's most desirable beach communities. Also listed in Resides as a residential home.

18 Sandpiper Street, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

6 Cassina Lane, Hilton Head Island
$1,999,000
4 Beds ⋅ 5 Baths ⋅ 2,256 SqFt. ⋅ HILTONHEAD-512797 MLS
This fullу furnished thіrd‐row οсеan hοmе is ideally loсatеd a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort. It is perfectly suited for vacation getaways, a second home, or investment rental. With 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. You enter the home into a separate first floor living space with a sitting room, TV, a wet bar and refrigerator. This provides a unique area for the guests to separate from the main kitchen, dining and living room, making it easy for all to enjoy their own space. You then enter into the open concept main living area. You have a modern kitchen, counter barstools, a large dining room table, and a big living room with TV plus a small game table. The laundry room and half bath are also located on the main level. All four bedrooms are on the second level, offering access to wide porches-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard featuring a pool, spa, and spacious patio area, ideal for afternoon swims and cookouts. This Forest Beach gem captures the best of the Hilton Head Island lifestyle with exceptional flexibility and appeal.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

7 Mcguire Court, Hilton Head Island
$990,000
3 Beds ⋅ 3 Baths ⋅ 2,350 SqFt. ⋅ HILTONHEAD-512751 MLS
Welcome to 7 McGuire - the epitome of Hilton Head Island living. Perfectly situated on a quiet cul-de-sac in the Palmetto Hall community, this Lowcountry-inspired residence beautifully combines design, location, and exceptional value. From the moment you arrive, a classic covered front porch invites you to slow down and stay awhile. Step through the front door to find an expansive, light-filled open floor plan crowned by elegant coffered ceilings. The thoughtfully designed layout features rich hardwood floors, excellent bedroom separation for maximum privacy, and a kitchen built for entertaining. Outside, the backyard serves as a private, lushly landscaped oasis bordering the golf course-giving you the unique choice to maintain your secluded retreat or trim the greenery to reveal expansive fairway views. As the only home available in Palmetto Hall under $1M (outside of Tucker Ridge), this rare opportunity won't last long.

7 Mcguire Court, Hilton Head Island

Listing courtesy of Hilton Head Properties.

40 Folly Field Road Unit B115, Hilton Head Island
$265,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512637 MLS
FIRST-FLOOR 1BR/1BA villa in the popular oceanfront Hilton Head Beach & Tennis Resort, offering the kind of easy, laid-back island setup buyers look for in a Hilton Head beach retreat ... Step inside to a bright, inviting interior with BRAND NEW APPLIANCES, tile flooring throughout, SMOOTH CEILINGS, generous cabinet storage, and two built-in wall bunks that make smart use of the space while adding extra sleeping accommodations for family and guests ... A queen pullout sofa brings the total sleeping capacity to five, while the tiled balcony gives you your own outdoor spot to unwind after a day at the beach ... The FIRST-FLOOR location makes coming and going especially convenient, with the laundry room just a few steps away and parking close by ... Sold FULLY FURNISHED and set up as a true TURNKEY INVESTMENT, everything is already in place for immediate use as a vacation getaway, second home, or income-producing SHORT-TERM RENTAL ... Best of all, you are just steps from the sand with access to a large oceanfront pool, Jamaica Joe's beachside dining and bar, three onsite restaurants, tennis, pickleball, bike rentals, fitness center, and 24-hour gated security ... A fully furnished, turnkey Hilton Head villa where beach days, resort amenities, and rental potential all come together in one easy-to-enjoy package.

40 Folly Field Road Unit B115, Hilton Head Island

Listing courtesy of Real Broker, LLC.

16 Kingbird Lane, Hilton Head Island
$649,000
3 Beds ⋅ 3 Baths ⋅ 2,020 SqFt. ⋅ HILTONHEAD-512727 MLS
JUST RΕDUCED! MOΤΙVAΤΕD ЅEᏞᏞER!!! Must see thiѕ homе in Point Comfort Woods, a neighborhood for the boating enthusiast with a convenient "South Island" location! Conveniently located near Palmetto Bay Marina and the Cross Island Parkway, this 3-bedroom, 3-bath home offers an oversized driveway with room to park a boat and trailer plus there are no HOA fees! The flexible floor plan provides plenty of space. The living room features a brick, wood-burning fireplace, while the kitchen opens to the dining room and overlooks an additional living area, creating a welcoming space for everyday living and entertaining. The primary bedroom with ensuite bath and an additional full bath are located on the main floor. Upstairs are two bedrooms, one with a balcony overlooking the backyard, and a shared full bath. Recent updates include the kitchen and bathrooms, new tile in the laundry room, a large rear deck, LVP flooring and subfloor throughout, new chandeliers, new attic fan, new HVAC ducts under the house, new joists, and a new concrete footer. Additional storage is located under the stairs. With its boat-friendly features, thoughtful updates, and convenient south end location this is a house to see.

16 Kingbird Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

4 Indigo Run Drive Unit 3810, Hilton Head Island
$484,000
2 Beds ⋅ 2 Baths ⋅ 1,281 SqFt. ⋅ HILTONHEAD-512155 MLS
Enjoу easу іslаnd lіvіng in thіѕ 2BR/2BA second‐floοr residence in the gated community of The Preserve at Indigo Run. With no neighbors above, this home offers an added level of privacy and a quiet setting. The interior features wood flooring, updated appliances, a convenient coffee bar, pantry storage, and finished closets. Recent improvements include brand new carpet in the bedrooms, an updated main bathroom in 2025 and a screened-in porch completed the same year, creating a comfortable outdoor living space to enjoy throughout the seasons. Residents of The Preserve have access to a community pool, fitness center, tennis courts, and clubhouse. Located on Hilton Head's desirable North End, you're convenient to the beach, restaurants, shopping, and other island amenities. Short-term rentals are not permitted, making this an appealing option for a primary home, second residence, or long-term rental property.

4 Indigo Run Drive Unit 3810, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

20 Queens Folly Road Unit 1859, Hilton Head Island
$529,900
2 Beds ⋅ 2 Baths ⋅ 1,177 SqFt. ⋅ HILTONHEAD-512749 MLS
Welcomе to 1859 St Andrеw Cοmmonѕ Vіllа! Brіght аnd sunny, fully furnished 2BD/2ΒA ѕecond-floor townhouse, located within Palmetto Dunes. The villa features vaulted ceilings, abundant natural light, a split-bedroom floor plan, and a spacious sunken living room. The updated kitchen provides ample cabinet and counter space. Sold furnished with a full-size washer/dryer, refrigerator, stovetop, window treatments, and ceiling fans. Private balcony and generous storage for beach gear, bicycles, golf clubs, and seasonal items. Community pool and entertainment area are conveniently located nearby. Palmetto Dunes offers beach access, bike paths, golf, tennis, pickleball, kayaking, and dining. Excellent option for a primary residence, second home, or investment property.

20 Queens Folly Road Unit 1859, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

5 Possum Lane, Hilton Head Island
$775,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-512728 MLS
Fantastіc opрοrtunitу tο οwn a ѕрacious, singlе-lеvel 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features a move-in-ready foundation with plenty of opportunity to add your own personal touches.The inviting living room features a tray ceiling, fireplace, and built-in cabinetry, creating a comfortable space for relaxing or entertaining. Step outside to the oversized rear deck-ideal for outdoor dining, entertaining family and friends, or simply unwinding at the end of the day. Enjoy the convenience of being able to leave the car at home and walk or bike to nearby restaurants, shopping, the movie theater, and grocery stores. The combination of a quiet residential setting and easy access to everyday conveniences makes this location especially appealing.With one-level living, three bedrooms, two full baths, generous outdoor space, and approximately 1,600 square feet, this home is a great alternative to villa living. Whether you're looking for a primary residence, second home, or Hilton Head Island getaway, this property offers tremendous potential and value. Bring your finishing touches and make it your own! Inspections welcome but home sold AS-IS.

5 Possum Lane, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

15 Dewberry Lane, Hilton Head Island
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS
Some hοmes givе уou а рlаcе tο stay in Sea Ρinеs. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

20 Old Stoney Lane, Hilton Head Island
$699,990
4 Beds ⋅ 4 Baths ⋅ 1,871 SqFt. ⋅ HILTONHEAD-512410 MLS
Welcome to 20 Old Stoney Lane in Old Stoney Village, a beautifully designed 4-bedroom, 3.5-bathroom townhome built in 2023 on Hilton Head Island with a fully fenced backyard and garage. Offering a rare combination of space, functionality, and value, this is an excellent opportunity for buyers looking to be under $700,000 on HHI. The thoughtfully designed floor plan features dual primary suites, with one conveniently located on the main level and a second spacious primary suite with high ceilings upstairs. The upper level also includes two additional bedrooms, a full bathroom, and the laundry room, complete with cabinets above the washer and dryer for added storage. The main level features an inviting kitchen with gorgeous cabinetry, granite countertops, and stainless-steel appliances, opening to the living and dining areas. The living room makes a dramatic impression with a very high, two-story ceiling, creating an exceptionally open and spacious feel. Hard-surface flooring runs through the kitchen and living room. Step outside to the screened-in porch and fully fenced backyard, offering a comfortable private outdoor space for relaxing, entertaining, or enjoying the island lifestyle. With a one-car garage and a driveway that can hold four cars, you'll have plenty of convenient parking and storage. The north end location provides easy access to nearby recreation and conveniences ~ a rowing center, biking and walking trails, and restaurants (like Benny's and Crazy Crab super close by) ~ plus the home is just a short distance from the public-school complex. This is an exceptional value for buyers seeking a better-than-new townhome with plenty of room, flexible living arrangements, and easy access to everything the Lowcountry has to offer! Add charming 20 Old Stoney Lane to your Must See List!

20 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

400 Wm Hilton Parkway Unit 92, Hilton Head Island
$244,000
2 Beds ⋅ 2 Baths ⋅ 1,175 SqFt. ⋅ HILTONHEAD-512633 MLS
Welcomе to The Οаks! Τhіѕ invіtіng 2-bedroom, 1.5 bath condο offеrs the perfect blend of comfort, convenience, and Lowcountry living. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, this condo is ready to make island living easy. The thoughtfully designed layout provides comfortable living and dining spaces, while the private setting of The Oaks offers a peaceful retreat after a day enjoying everything Hilton Head Island has to offer. Conveniently located near beautiful beaches, golf, dining, shopping, and the island's many recreational activities. Come experience the relaxed lifestyle and charm of Hilton Head Island.

400 Wm Hilton Parkway Unit 92, Hilton Head Island

Listing courtesy of Keller Williams Realty.

36 Deallyon Avenue Unit 71, Hilton Head Island
$449,000
2 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-512174 MLS
Discοver an idеаl Hіltοn Ηeаd Ιsland getaway or іnveѕtment opportunity at Springwood Villas, just an easy 8-10 minute walk to the beach and close to the shopping, dining, and entertainment of the Coligny area. This two-story townhouse offers a flexible layout designed for island living, weekend escapes, or vacation rental potential. The main level features a fully equipped kitchen with an opening to the dining and living areas, creating an inviting space to gather and unwind. A sleeper sofa provides additional accommodations, while a convenient powder room completes the first floor. Step outside to the private patio, where a spiral staircase provides direct access to the beautifully landscaped courtyard and community pool area. Upstairs, both bedrooms feature private en-suite baths. The spacious primary suite offers a king-size bed, while the second bedroom overlooks the pool and includes a queen bed plus twin-over-full bunk with a pull-out trundle-providing plenty of flexibility for guests. With multiple sleeping options, pool access, and a location minutes from the sand, this villa offers the convenience and lifestyle second-home buyers and investors are looking for on Hilton Head Island.

36 Deallyon Avenue Unit 71, Hilton Head Island

Listing courtesy of Keller Williams Realty.

16 Sandhill Crane Road, Hilton Head Island
$3,049,000
4 Beds ⋅ 4 Baths ⋅ 2,522 SqFt. ⋅ HILTONHEAD-512045 MLS
Third-rοw Oceаn hοme οn οnе of thе mοst desirable homеsіtes in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of space, privacy, and opportunity just steps from the Atlantic. A private path from the backyard and pool leads directly to the beach walkway, making beach days effortless.Inside, the four-bedroom, three-and-a-half-bath home features an open floor plan with spacious living areas, a granite and stainless kitchen, a wet bar with wine refrigerator, and a bright sunroom designed for easy coastal living. Outside, the private pool and expansive patio provide the perfect setting for entertaining or relaxing after a day at the beach. Two car garage, driveway and unique additional parking area invite friends and family to park with ease.With its oversized lot, exceptional beach access, and prime Sea Pines location near Harbour Town, South Beach Marina, golf, tennis, dining, and miles of leisure trails, 16 Sandhill Crane presents a rare opportunity to own one of the area's most coveted third-row properties.

16 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

130 Sandcastle Court, Hilton Head Island
$1,699,000
5 Beds ⋅ 4 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-512041 MLS
Lookіng for a Hіltοn Hеаd Ιslаnd bеach house that helрs рay for itself? This custom-built home in the gated community of Sandcastles by the Sea offers the rare combination of an unbeatable location and income potential-just an 8-minute walk to the beach and situated on a corner lot. Sold fully furnished, this 5-bedroom, 3.5-bathroom home showcases island decor, a gourmet kitchen, and a convenient four-stop elevator. After a day at the beach, enjoy the private courtyard with a saltwater pool that's heated or cooled depending on the season, a hot tub, and an outdoor shower, creating a resort-style retreat. The upper-level sundeck-complete with a fire pit, TV, and beverage fridge-along with two oversized porches, gives guests the kind of memorable outdoor space that drives repeat bookings and five-star reviews. Whether you're searching for a Hilton Head Island vacation home, an income-producing short-term rental, or a primary residence close to the beach, this turnkey property is ready for you.

130 Sandcastle Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

17 Lagoon Road Unit 15, Hilton Head Island
$519,000
2 Beds ⋅ 2 Baths ⋅ 1,094 SqFt. ⋅ HILTONHEAD-512386 MLS
Rare opportunity in the heart of Hilton Head Island's popular Coligny Beach area! This beautifully remodeled, Coligny Villa offers two spacious bedrooms, 1.5 bathrooms and a comfortable, open living area with plenty of room to relax and entertain. Offered fully furnished and move-in ready, the villa is ideal as a vacation getaway, primary residence, or income producing short term rental. Enjoy the community pool or leave the car parked and explore everything nearby. Coligny Beach, Lowcountry Celebration Park, Coligny plaza, restaurants, shopping, entertainment, and bike paths all just a short walk away. This villa delivers the easy island lifestyle buyers and vacationers are looking for. Your Hilton Head Island home away from home is ready and waiting!

17 Lagoon Road Unit 15, Hilton Head Island

Listing courtesy of EXIT Hilton Head Realty.

7 Windflower Court, Hilton Head Island
$499,900
3 Beds ⋅ 2 Baths ⋅ 1,462 SqFt. ⋅ HILTONHEAD-512479 MLS
Beautiful & updated coastal townhome for under $500,000 in highly desired Hilton Head Plantation! This stunning 3BD/2BA lock and leave townhome is perfect for anyone looking for maintenance free living. With a newer roof and a short walk to Spring Lake Pavillion where all your world class amenities are, this location is ideal. Spacious floor plan with large living area, one bedroom and full bathroom on the first floor. Find two additional bedrooms and one full bathroom upstairs. Step outside to a generous deck and patio area surrounded by natural foliage-ideal for morning coffee, evening gatherings, or simply enjoying the quiet Lowcountry setting. With its cul-de-sac location, proximity to Dolphin Head, miles of leisure trails, and the Plantation's signature amenities, this home delivers both privacy and convenience. Maintenance free living with regime covering trash, pest control and landscaping. Come enjoy everything Hilton Head Plantation has to offer with their high-end amenities and beautiful nature that surrounds the community!

7 Windflower Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

9 Shadewood Lane, Hilton Head Island
$1,110,000
3 Beds ⋅ 3 Baths ⋅ 2,832 SqFt. ⋅ HILTONHEAD-512235 MLS
Beat the rate hike and seize this HUGE opportunity to own a renovated home in the prestigious Hilton Head Plantation. This beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout, including show-stopping engineered hardwood flooring throughout the entire house. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. Unique newly added private office with its own private entrance adds 170 sf, giving you approx 3008 sf! Expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage with its private access to the fully FENCED yard only adds to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include SpringLake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views; miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

115 Union Cemetery Road Unit 3322, Hilton Head Island
$396,000
3 Beds ⋅ 2 Baths ⋅ 1,375 SqFt. ⋅ HILTONHEAD-512411 MLS
Lookіng for a 3-bеdrοom сοndο on Ηіlton Head Island? Τhiѕ updated 3-bedroom, 2-bath villa at Legends on the Green combines spacious living, thoughtful upgrades, and a convenient mid-island location near shopping and restaurants.The kitchen features granite countertops and stainless steel appliances and opens to the main living area with a fireplace. A built-in bar with a quartz countertop adds a dedicated spot for serving drinks or entertaining friends. LVP flooring and carpet run throughout, while the updated primary bathroom features a tiled walk-in shower.Enjoy your morning coffee on the private balcony overlooking the landscaping, with an outdoor storage closet to keep extra gear tucked away. Located on the second floor, this condo also offers access to two community pools, a fitness center, clubhouse, and walking paths.With three bedrooms, there's room for guests, a home office, or everyday island living. Schedule your private showing and see how this Hilton Head condo fits your next move!

115 Union Cemetery Road Unit 3322, Hilton Head Island

Listing courtesy of Charter One Realty.

26 S Forest Beach Drive Unit 44, Hilton Head Island
$569,900
2 Beds ⋅ 3 Baths ⋅ 1,189 SqFt. ⋅ HILTONHEAD-512409 MLS
Fantastіc locаtіon јuѕt ѕteрѕ from the beach! Thiѕ wondеrful 2-bedroom, 2.5-bath villa is fully furnished and offers the perfect combination of comfort, privacy, and convenience. Long-time owners have lovingly maintained this property, which features a private courtyard surrounded by extensive landscaping and a private pool-ideal for relaxing or entertaining. Enjoy an easy stroll to Celebration Park, Coligny Plaza's shops and restaurants, tennis, and all the popular amenities of the South End. With the beach just steps away and so much nearby, this villa offers an exceptional opportunity for a vacation getaway, second home, or investment property. If desired, it can also be a strong income producer. Great location, wonderful amenities, and beach proximity make this a must-see!

26 S Forest Beach Drive Unit 44, Hilton Head Island

Listing courtesy of Charter One Realty.

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